Fmoc-Phe(4-Cl)-OH [175453-08-4] HEADING_TITLE

N-Fmoc-4-chloro-L-phenylalanine

Other Names: Fmoc-Phe(p-Cl)-OH; Fmoc-para-chlorophenylalanine

Catalog Number: UFF114 CAS Number 175453-08-4
Formula: C24H20ClNO4 M.W.: 421.9

Fmoc-Phe(4-Cl)-OH

 

 

 

 

 

 

 

 

 

 

 

Fmoc-Phe(4-Cl)-OH is used to synthesize peptide analogs in which phenylalanine is replaced by a Phe(4-Cl) residue.  These peptides are primarily utilized in SAR studies and drug optimization studies.  Phe(4-Cl) residues can form a Ru complex, which in turn undergoes SNAr reactions with phenols.  This reaction has been utilized to form bis-aryl ether bridges in peptides (AJ Pearson, P Zhang, G Bignan, J. Org. Chem., 1997, 62, 4536-8; AJ Pearson, et al., J. Org. Chem., 1996, 61, 3940-1; S. Venkatraman, et al., J. Med. Chem., 2005, 48, 5088-91).

Chlorinated Phenylalanines

Cat. # Product Cat. # Product Cat. # Product
UHF112 H-Phe(2-Cl)-OH UBF112 Boc-Phe(2-Cl)-OH UFF112 Fmoc-Phe(2-Cl)-OH
UHF212 H-D-Phe(2-Cl)-OH UBF212 Boc-D-Phe(2-Cl)-OH UFF212 Fmoc-D-Phe(2-Cl)-OH
UHF113 H-Phe(3-Cl)-OH HCl UBF113 Boc-Phe(3-Cl)-OH UFF113 Fmoc-Phe(3-Cl)-OH
UHF213 H-D-Phe(3-Cl)-OH UBF213 Boc-D-Phe(3-Cl)-OH UFF213 Fmoc-D-Phe(3-Cl)-OH
UHF114 H-Phe(4-Cl)-OH UBF114 Boc-Phe(4-Cl)-OH UFF114 Fmoc-Phe(4-Cl)-OH
UHF214 H-D-Phe(4-Cl)-OH UBF214 Boc-D-Phe(4-Cl)-OH UFF214 Fmoc-D-Phe(4-Cl)-OH
UHF136 H-Phe(2,4-diCl)-OH UBF136 Boc-Phe(2,4-diCl)-OH UFF136 Fmoc-Phe(2,4-diCl)-OH
UHF236 H-D-Phe(2,4-diCl)-OH UBF236 Boc-D-Phe(2,4-diCl)-OH UFF236 Fmoc-D-Phe(2,4-diCl)-OH
UHF116 H-Phe(3,4-diCl)-OH UBF116 Boc-Phe(3,4-diCl)-OH UFF116 Fmoc-Phe(3,4-diCl)-OH
UHF216 H-D-Phe(3,4-diCl)-OH UBF216 Boc-D-Phe(3,4-diCl)-OH UFF216 Fmoc-D-Phe(3,4-diCl)-O

4-Substituted Phenylalanines

H-Bip-OH   Boc-Bip-OH   Fmoc-Bip-OH
H-D-Bip-OH   Boc-D-Bip-OH   Fmoc-D-Bip-OH
H-Bpa-OH   Boc-Bpa-OH   Fmoc-Bpa-OH
H-D-Bpa-OH   Boc-D-Bpa-OH   Fmoc-D-Bpa-OH
H-Phe(4-Br)-OH   Boc-Phe(4-Br)-OH   Fmoc-Phe(4-Br)-OH
H-D-Phe(4-Br)-OH   Boc-D-Phe(4-Br)-OH   Fmoc-D-Phe(4-Br)-OH
H-Phe(4-Cl)-OH   Boc-Phe(4-Cl)-OH   Fmoc-Phe(4-Cl)-OH
H-D-Phe(4-Cl)-OH   Boc-D-Phe(4-Cl)-OH   Fmoc-D-Phe(4-Cl)-OH
H-Phe(4-F)-OH   Boc-Phe(4-F)-OH   Fmoc-Phe(4-F)-OH
H-D-Phe(4-F)-OH HCl   Boc-D-Phe(4-F)-OH   Fmoc-D-Phe(4-F)-OH
H-Phe(4-I)-OH   Boc-Phe(4-I)-OH   Fmoc-Phe(4-I)-OH
H-D-Phe(4-I)-OH   Boc-D-Phe(4-I)-OH   Fmoc-D-Phe(4-I)-OH
H-Phe(4-CN)-OH   Boc-Phe(4-CN)-OH   Fmoc-Phe(4-CN)-OH
H-D-Phe(4-CN)-OH   Boc-D-Phe(4-CN)-OH   Fmoc-D-Phe(4-CN)-OH
H-Phe(4-Me)-OH   Boc-Phe(4-Me)-OH   Fmoc-Phe(4-Me)-OH
H-D-Phe(4-Me)-OH   Boc-D-Phe(4-Me)-OH   Fmoc--D-Phe(4-Me)-OH
H-Phe(4-CF3)-OH   Boc-Phe(4-CF3)-OH   Fmoc-Phe(4-CF3)-OH
H-D-Phe(4-CF3)-OH   Boc-D-Phe(4-CF3)-OH   Fmoc-D-Phe(4-CF3)-OH
H-Phe(4-NO2)-OH   Boc-Phe(4-NO2)-OH   Fmoc-Phe(4-NO2)-OH
H-D-Phe(4-NO2)-OH   Boc-D-Phe(4-NO2)-OH   Fmoc-D-Phe(4-NO2)-OH
H-Phe(4-NH2)-OH   Boc-Phe(4-NH2)-OH   Fmoc-Phe(4-NH2)-OH
H-D-Phe(4-NH2)-OH   Boc-D-Phe(4-NH2)-OH   Fmoc-D-Phe(4-NH2)-OH
        Fmoc-Phe(4-NHBoc)-OH
     


Fmoc-D-Phe(4-NHBoc)-OH

MSDS